Waldoboro Vacation Rentals

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Vacation Rentals in Waldoboro

Trade Winds on the Bay
Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (45)
"Friendly staff:clean room,comfortable bed"
The price is CA $220
CA $262 total
includes taxes & fees
Jun 23 - Jun 24
Trade Winds on the Bay
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.6 out of 10, Excellent, (34)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, (43)
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (29)
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
A Charming Waterfront Cottage with Touches of Elegance
Property grounds
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (82)
"We loved our stay at the cottage. We even saw a seal in the river!!"
A Charming Waterfront Cottage with Touches of Elegance
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, (55)
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Fridge, microwave, oven, stovetop
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.6 out of 10, Excellent, (8)
"Myself and 4 friends booked this home on the water for an annual super bowl ice fishing trip. The house was just as described, spacious and comfortable. The pond is beautiful and the fishing was outstanding, we caught fish all day long. Location is good as well, with plenty of restaurants and downtown Augusta within 10 to 15 minutes. Great home for the price."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (24)
"What a great stay. Our first time in Maine, and New England and so glad we had this location. Booth bay is the “just right” costal town to stay in. 5 minutes from the harbor, so much to do locally, and the home was great. The property stole the show, though. The water, deck, dock, fire pit, grill, the trees! All so great. The house is large and well equipped, but could use some updating, better humidity control, and AC. Highly recommend."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Beach
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, (91)
"This was a perfect location to explore and experience the Maine coast! I wish my stay was longer, and I hope to return again someday. Alex, the host, was so friendly and attentive. He made sure we had what we needed. The beach that you access from the property is wonderful to explore. We had so much fun here! Close to places to eat, what you need if you are preparing your own food and eating in."
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (72)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Property grounds
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (33)
"We spent three nights at Pauls Cottage. As a local host for vacation homes on Cape Cod. I pay attention to the details.The home had a three night minimum.The fee for the host was as much as the nightly rate. There for we expected the service to match the rate. Check in for the cottage was 4:00. We had a 4 1/2 hour drive and knew we would be coming in late. However, we did not hear from our host on how to enter the cottage. It wasn't until I made a few attempts to reach her and after 6:00 that we...
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
8.6 out of 10, Excellent, (29)
"The title and description are spot on, this is a vintage home with every amenity we needed for a long weekend exploring Damariscotta and Boothbay Harbor. We only needed 3 bedrooms, so did not use the bunk beds tucked into the first floor alcove, and planned to spend most of our time out & about. It was a perfect location for us."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
Fridge, microwave, oven, stovetop
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
7.8 out of 10, Good, (10)
"The house and surrounding were very nice. Exactly as described and had some nice touches left by the management company- extra soap, laundry pods, doggie poop bags. The only concerns were that the keypad on the door was temperamental and didn’t work our entire visit (thankfully there was a key in a lockbox so we could get inside when it was cold and raining) and there were several dishes put away dirty. Overall it was a great property that we hope to return to in warmer weather and enjoy the...
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Aerial view
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, (49)
"We had a wonderful stay at Bold Colorful Life! From the moment we arrived to such a warm welcome from Melissa, we felt so relaxed. There is so much attention to detail and the amount of care that Melissa puts into the house and grounds is truly impressive. She gave us great recommendations for places to go and restaurants to eat. The location also can’t be beat. It is close to all of the attractions but in a wonderfully quiet place to relax at the end of a busy day. We enjoyed walking down to...
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
On the beach, sun loungers
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
9.8 out of 10, Exceptional, (90)
"Stayed here with husband, son and daughter-in-law to attend a family wedding nearby. The apartment was spotless, beds comfortable, kitchen well-equipped (not that we cooked as there are many restaurants in the area. The deck and beach were wonderful. It’s one of three units in the building but it was quiet and felt very private. Alex was very helpful. The house rules are reasonable and easy to follow. Probably best for adults and older children."
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Fridge, microwave, oven, stovetop
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very good, (13)
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Private cabin on the Maine coast
Exterior
Private cabin on the Maine coast
9.0 out of 10, Wonderful, (2)
"Great stay!"
The price is CA $323
CA $514 total
includes taxes & fees
Jun 23 - Jun 24
Private cabin on the Maine coast
East Boothbay Waterfront One room Condo.Waterview from in side this room
On the beach, beach towels
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (109)
"It was a great place to headquarter as we took in the sites in Maine. It was quiet and peaceful."
East Boothbay Waterfront One room Condo.Waterview from in side this room
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Exterior
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
9.8 out of 10, Exceptional, (20)
"I was offered Stella which is a beautiful little apartment due to a mistake I made when applying to stay in Roxie. I didn't realize Roxie was solar and I really needed electricity for this stay. It was a more a business trip not a camping trip.Sherri very graciously let me stay in Stella which was wonderful . Very clean, bright , everything you could need . I would definitely stay there again.."
The price is CA $159
CA $250 total
includes taxes & fees
Jun 25 - Jun 26
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Interior
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.8 out of 10, Exceptional, (7)
"Had the good old field of what we always called a "camp." Kitchen was well stocked with utensils and glassware, etc. The lobster processing facility made for a bit of noise and a pretty steady stream of traffic. A lot of trucks, from pickups to semis coming in and out. Didn't really bother us a whole lot but it might bother other people. Overall the view of the water was pretty nice except for the power lines and there's not much that can be done about that. Have to have electricity after all."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Don't see what you're looking for?
See all available properties in Waldoboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Waldoboro Vacation Rental Travel Info

Number of vacation rentals
4
Popular accommodation
Waldoboro private vacation homes
Known landmarks
Damariscotta Lake State Park, Damariscotta Lake and Biscay Pond
International airports
Rockland, ME (RKD-Knox County Regional) and Augusta, ME (AUG-Augusta State)

Other types of properties in Waldoboro you may be interested in

Farmstay, 2 bedrooms with 2 private baths, private entrance.
Exterior
Farmstay, 2 bedrooms with 2 private baths, private entrance.
10.0 out of 10, Exceptional, (108)
"The pictures do not do this property justice! It was a great place to stay for the weekend and the farm animals are eager to meet you as well. When I am back in the area this is on the top of our choice to return."
The price is CA $206
CA $257 total
includes taxes & fees
Jun 25 - Jun 26
Farmstay, 2 bedrooms with 2 private baths, private entrance.
The Country Inn at Camden Rockport
Exterior
The Country Inn at Camden Rockport
2.5 star property
9.4 out of 10, Exceptional, (1001)
"The "
The price is CA $225
CA $246 total
includes taxes & fees
Jun 24 - Jun 25
The Country Inn at Camden Rockport
Rockland Harbor Hotel
View from property
Rockland Harbor Hotel
2.5 star property
9.2 out of 10, Wonderful, (1001)
"very accessible and updated. nice ealk to dining and shopping options. "
The price is CA $389
CA $424 total
includes taxes & fees
Jul 1 - Jul 2
Rockland Harbor Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Waldoboro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Waldoboro?

Yes, there are vacation rentals in Waldoboro close to Morse's Sauerkraut, or you can go with a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Waldoboro. Make sure you have time to check out the local tours and bars during your trip.

What are some of the best vacation home rentals that Waldoboro has to offer?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This vacation home rental outside of Waldoboro is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals will I find in Waldoboro?

With 19 Expedia vacation rentals, you're sure to find just the right place for your Waldoboro stay.

What’s there to see and do in Waldoboro?

Cultural attractions include Fawcett's Antique Toy and Art Museum, whereas Morse's Sauerkraut is just one of the family-friendly sights. In the larger area, you’ll find St. George River and Damariscotta Lake.

What’s a vacation rental in Waldoboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Waldoboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

Recent reviews of Waldoboro properties
Expedia verified reviews

Camden Riverhouse Hotel

Camden Riverhouse Hotel

5/5 Excellent
"Large, spacious, and comfortable room. It certainly needs updating but everything was fine. Walking distance to village center with plenty of good restaurants and shops. Probably the BEST shower water pressure of anywhere I have stayed. Friendly staff."
A verified traveller stayed at Camden Riverhouse Hotel
Posted 17 hours ago
Camden Riverhouse Hotel